Fluoran

Base Information

• Chemical Name: Fluoran
• CAS No.: 596-24-7
• Molecular Formula: C20H12 O3
• Molecular Weight: 300.313
• European Community (EC) Number: 209-880-2
• NSC Number: 629162
• UNII: C8A6LHH76W
• DSSTox Substance ID: DTXSID50208276
• Nikkaji Number: J6.781D
• Wikipedia: Fluoran
• Wikidata: Q5462802
• ChEMBL ID: CHEMBL2005897
• Mol file: 596-24-7.mol

Synonyms:fluoran

Chemical Property of Fluoran

Chemical Property:

• Boiling Point: 497.9±45.0 °C(Predicted)
• Flash Point: 215.4oC
• PSA: 35.53000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 4.25460
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 300.078644241
• Heavy Atom Count: 23
• Complexity: 465

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)OC23C4=CC=CC=C4OC5=CC=CC=C35

Technology Process of Fluoran

There total 20 articles about Fluoran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

9-(2-(methoxymethyl)phenyl)-9H-xanthen-9-ol → spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (596-24-7)

Guidance literature:

With tetrabutylammomium bromide; Eosin Y; oxygen; In acetonitrile; at 20 ℃; under 760.051 Torr; Irradiation;

DOI:10.1039/d1gc02297k

Reference yield:

o-bromobenzyl alcohol (18982-54-2) → spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (596-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 0 °C

1.2: 2 h / 20 °C

2.1: magnesium; iodine / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

2.2: 6.33 h / 60 °C

3.1: Eosin Y; tetrabutylammomium bromide; oxygen / acetonitrile / 20 °C / 760.05 Torr / Irradiation

With tetrabutylammomium bromide; Eosin Y; iodine; oxygen; sodium hydride; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/d1gc02297k

Reference yield:

1-bromo-2-(methoxymethyl)benzene (52711-30-5) → spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (596-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; iodine / tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

1.2: 6.33 h / 60 °C

2.1: Eosin Y; tetrabutylammomium bromide; oxygen / acetonitrile / 20 °C / 760.05 Torr / Irradiation

With tetrabutylammomium bromide; Eosin Y; iodine; oxygen; magnesium; In tetrahydrofuran; acetonitrile;

DOI:10.1039/d1gc02297k

upstream raw materials:

phthalic anhydride

phenol

9-(2-tolyl)xanthen-9-ol

9-(2-ethoxymethyl-phenyl)-xanthen-9-ol

Downstream raw materials:

xanth-9-one

9-phenyl-9H-xanthene

9-Phenylfluorene

naphtho[3,2,1-kl]xanthene